Nucleophilic Aminomethylation of Aldehydes with α-Amino Alkylsilanes
- 1 July 1985
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 58 (7) , 1991-1999
- https://doi.org/10.1246/bcsj.58.1991
Abstract
Fluoride-induced desilylation of (α-phthalimido-, α-morpholino-, and α-acetamidobenzyl)silanes and a (phthalimidomethyl)silane generates the corresponding α-amino carbanions which add to a variety of aldehydes. The conversion of phthalimido group of the adducts into amino moiety leads to β-amino alcohols. This simple reaction sequence offers a new and general method of nucleophilic aminomethylation.Keywords
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